A polyene macrolide with antimicrobial activity
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Lagosin

Item No. 20600

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3R,4S,6S,8S,10R,12R,14R,15R,16R,17E,19E,21E,23E,25E,27S,28R)-4,6,8,10,12,14,15,16,27-nonahydroxy-3-[(1R)-1-hydroxyhexyl]-17,28-dimethyl-oxacyclooctacosa-17,19,21,23,25-pentaen-2-one
CAS Number
6834-98-6
Synonyms
  • Cogomycin
  • 14-hydroxy Filipin
  • Fungichromin
  • NSC 105388
  • NSC 276732
  • Pentamycin
Molecular Formula
C35H58O12
Formula Weight
670.8
Purity
≥85%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
SMILES
C/C1=C\C=C\C=C\C=C\C=C\[C@H](O)[C@@H](C)OC([C@@]([C@H](O)CCCCC)([H])[C@@H](O)C[C@@H](O)C[C@@H](O)C[C@@H](O)C[C@@H](O)C[C@@H](O)[C@@H](O)[C@@H]1O)=O
InChi Code
InChI=1S/C35H58O12/c1-4-5-11-16-29(41)32-30(42)20-26(38)18-24(36)17-25(37)19-27(39)21-31(43)34(45)33(44)22(2)14-12-9-7-6-8-10-13-15-28(40)23(3)47-35(32)46/h6-10,12-15,23-34,36-45H,4-5,11,16-21H2,1-3H3/b7-6+,10-8+,12-9+,15-13+,22-14+/t23-,24+,25-,26+,27-,28+,29-,30+,31-,32-,33-,34-/m1/s1
InChi Key
AGJUUQSLGVCRQA-SWOUQTJZSA-N
Origin
Bacterium/Streptomyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $388

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    5 mg

    $1,352

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    Cayman Chemical
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    Product Description

    Lagosin is a polyene macrolide that has been found in Streptomyces and has antimicrobial activity.1,2,3 It is active against C. albicans, as well as the plant pathogenic fungus R. solani (MICs = 10 and 72 µg/ml, respectively).2,1 Lagosin is also active against several strains of T. vaginalis that are sensitive or resistant to the antibiotic metronidazole (Item No. 9002409; EC50s = 1.74-2.62 µg/ml after a one-hour incubation).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. An, D., Wang, X., Li, J., et al. The activity of fungichromin against the formation of Candida albicans biofilm. Biol. Pharm. Bull. 39(12), 1948-1954 (2016).

    2. Shih, H.-D., Liu, Y.-C., Hsu, F.-L., et al. Fungichromin: A substance from Streptomyces padanus with inhibitory effects on Rhizoctonia solani. J. Agric. Food Chem. 51(1), 95-99 (2003).

    3. Kranzler, M., Syrowatka, M., Leitsch, D., et al. Pentamycin shows high efficacy against Trichomonas vaginalis. Int. J. Antimicrob. Agents 45(4), 434-437 (2015).